ACCESSION: MSBNK-RIKEN-PR306277
RECORD_TITLE: Naringenin-7-O-rutinoside; LC-ESI-QTOF; MS2
DATE: 2019.03.28
AUTHORS: Tetsuya Mori, Center for Sustainable Resource Science, RIKEN
LICENSE: CC BY-NC-SA
PUBLICATION: Tsugawa H., Nakabayashi R., Mori T., Yamada Y., Takahashi M., Rai A., Sugiyama R., Yamamoto H., Nakaya T., Yamazaki M., Kooke R., Bac-Molenaar JA., Oztolan-Erol N., Keurentjes JJB., Arita M., Saito K. (2019) "A cheminformatics approach to characterize metabolomes in stable-isotope-labeled organisms" Nature Methods 16(4):295-298. [doi:10.1038/s41592-019-0358-2]
COMMENT: registered in RIKEN PlaSMA

CH$NAME: Naringenin-7-O-rutinoside
CH$COMPOUND_CLASS: Flavonoid-7-O-glycosides
CH$FORMULA: C₂₇H₃₂O₁₄
CH$EXACT_MASS: 580.539
CH$SMILES: CC1OC(OCC2OC(OC3=CC(O)=C4C(=O)CC(OC4=C3)C3=CC=C(O)C=C3)C(O)C(O)C2O)C(O)C(O)C1O
CH$IUPAC: InChI=1S/C27H32O14/c1-10-20(31)22(33)24(35)26(38-10)37-9-18-21(32)23(34)25(36)27(41-18)39-13-6-14(29)19-15(30)8-16(40-17(19)7-13)11-2-4-12(28)5-3-11/h2-7,10,16,18,20-29,31-36H,8-9H2,1H3
CH$LINK: INCHIKEY HXTFHSYLYXVTHC-UHFFFAOYSA-N

AC$INSTRUMENT: LC, Waters Acquity UPLC System; MS, Waters Xevo G2 Q-Tof
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 6V
AC$MASS_SPECTROMETRY: DESOLVATION_GAS_FLOW 800/h
AC$MASS_SPECTROMETRY: DESOLVATION_TEMPERATURE 450 C
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$CHROMATOGRAPHY: CAPILLARY_VOLTAGE -2.75 kV
AC$CHROMATOGRAPHY: COLUMN_NAME Acquity bridged ethyl hybrid C18 (1.7 um, 2.1 mm * 100 mm, Waters)
AC$CHROMATOGRAPHY: COLUMN_TEMPERATURE 40 C
AC$CHROMATOGRAPHY: FLOW_GRADIENT A/B = (99.5%/0.5% at 0 min, 99.5%/0.5% at 0.1 min, 20%/80% at 10 min, 0.5%/99.5% at 10.1 min, 0.5%/99.5% at 12.0 min, 99.5%/0.5% at 12.1 min, 99.5%/0.5% at 15.0 min)
AC$CHROMATOGRAPHY: FLOW_RATE 0.3 ml/min at 0 min, 0.3 ml/min at 10 min, 0.4 ml/min at 10.1 min, 0.4 ml/min at 14.4 min, 0.3 ml/min at 14.5 min
AC$CHROMATOGRAPHY: RETENTION_TIME 4.286783
AC$CHROMATOGRAPHY: SOLVENT A water including 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B acetonitrile including 0.1% formic acid

MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$FOCUSED_ION: PRECURSOR_M/Z 579.17192924783

PK$SPLASH: splash10-0uxr-0900000000-b1aa53fce8f0cb8496b4
PK$NUM_PEAK: 71
PK$PEAK: m/z int. rel.int.
  65.00134 22.0 22
  69.03561 5.0 5
  79.01749 5.0 5
  81.03481 7.0 7
  83.00977 24.0 24
  93.03088 16.0 16
  93.0368 14.0 14
  107.01272 281.0 281
  108.01769 43.0 43
  109.02467 6.0 6
  119.04839 626.0 625
  119.16547 6.0 6
  120.05131 55.0 55
  121.02464 16.0 16
  122.03394 7.0 7
  125.01763 15.0 15
  125.0237 25.0 25
  126.03004 5.0 5
  133.0278 7.0 7
  135.01094 9.0 9
  136.01788 16.0 16
  137.02226 32.0 32
  143.04074 8.0 8
  143.04979 26.0 26
  145.02753 23.0 23
  146.03337 20.0 20
  149.02162 18.0 18
  151.00204 1000.0 999
  151.03934 11.0 11
  152.00569 64.0 64
  157.06569 15.0 15
  161.01694 8.0 8
  161.05986 60.0 60
  162.05908 6.0 6
  163.00594 6.0 6
  163.03683 7.0 7
  165.01797 86.0 86
  166.01678 8.0 8
  167.03052 5.0 5
  174.99603 25.0 25
  175.00304 61.0 61
  177.02005 120.0 120
  178.02544 13.0 13
  179.0307 15.0 15
  180.04068 10.0 10
  185.05869 42.0 42
  187.03421 42.0 42
  187.04079 88.0 88
  188.04601 7.0 7
  189.0168 8.0 8
  192.08887 8.0 8
  193.01617 6.0 6
  198.07788 7.0 7
  199.07393 10.0 10
  207.03609 5.0 5
  209.06186 5.0 5
  217.68759 6.0 6
  224.05067 5.0 5
  227.06197 16.0 16
  227.07092 59.0 59
  228.06496 8.0 8
  228.07454 5.0 5
  229.05278 11.0 11
  269.02908 8.0 8
  269.04193 8.0 8
  271.06097 105.0 105
  272.06293 7.0 7
  273.05621 5.0 5
  285.07715 8.0 8
  579.16449 52.0 52
  579.19501 11.0 11
//